Kid-friendly holiday rentals in Freeport

Beautiful location on the water with stunning views, tranquil and peaceful with plenty of osprey and bald eagle sightings (there is a nest across the bay on Pettingill Island visible from the property). The house is very well-appointed and well-decorated. Irena was very communicative and responsive, and the house directions are clear and complete. We would stay there again. Thank you!

Such a lovely, cozy spot! We stayed for two nights with toddlers and our dog and everyone was very happy there.

This is the 2nd time I've stayed at Emma's place. I came both times for a workshop and ceremony that took place in both Freeport and in Portland. Drives to Portland were the longest, and not too taking, and I chose to stay at Emma's place BECAUSE of the way the house holds me: the spaciousness, the attention to art and wisdom, the lighting and unfussy-yet-design-inspired furniture choices, the plant life, the textures and colors: all these things are soothing and welcoming. It was a pleasure to drive "home" exhausted, knowing what it feels like to open that back door.

Our stay was so relaxing. The house is very comfortable and we felt at home right away. Kitchen had everything we needed to prepare meals. The sauna is absolutely magical and the lake was quiet and peaceful. Check in/out was a breeze. Perfect spot for a relaxing long weekend with zero stress.

Jeffrey’s guest house is super special, it was amazing to be able to look out every window to experience coastal Maine and so serene and peaceful. Located on a beautiful property right on the bay in a wooded setting. Very private and quiet. We absolutely loved our stay - in fact we extended it another 3 days to be able to enjoy it longer. Jeffrey was very accommodating and even credited us for the 2nd cleaning fee charged by Airbnb because we needed to change our payment method for the extended stay. I can’t say enough about the comfy bed!! I felt like I was sleeping in a cloud with super soft sheets and perfect mattress. I wish all Airbnb hosts were as thoughtful about the personal touches as Jeffrey. I had to work a bit during the trip and the internet was very stable and easy to connect to. It was a perfect retreat for us. Highly recommend staying here! We will. Definitely will Return!

I had a wonderful stay at Cutter House! The beautiful grounds, with the charming red barn and friendly animals, created such a peaceful and inviting atmosphere. One of the highlights was the visits from the friendly, snuggly Great Pyrenees dog—such a gentle and affectionate companion who made the experience even more special. I loved spending time outdoors exploring the yard. The home itself is warm, cozy, and thoughtfully appointed. With two bedrooms and two full bathrooms, it was comfortable and convenient. The kitchen was well-stocked, and the fresh local coffee beans made my mornings extra special. The host Maria, was welcoming and communicative, providing helpful local tips and making sure I had everything I needed. Cutter House is the perfect retreat for anyone looking to relax in a beautiful, cozy setting with a touch of furry warmth. I look forward to returning! Don't forget to ask about Grace! She holds a record in Maine!!

We had a wonderful stay. Melissa's house is charming and spacious and very tastefully decorated. We felt right at home from the first, and loved the fact that it was an easy walk to all of the wonderful attractions of Freeport. Melissa was very easy to communicte with and made sure that everything went smoothly, even offering to arrange snow removal after an unexpected (and beauteful) snow fall. We could not have asked for anything more during our winter holiday with two toddlers and teenageer. Thank you Melissa!

My husband and I had a wonderful stay here. The location was within easy walking distance of local restaurants and shops, making it a great spot for exploring the area. The house itself was clean, comfortable, and had everything I needed for a relaxing visit. The hostess was incredibly pleasant and responsive, ensuring that our stay was smooth and enjoyable.

The apt is cozy and comfortable. There are quite a few stairs - it's a garage apt so be aware of that. But it was immaculate and very comfortable in beautiful surroundings.

We had a wonderful stay. Pat was very responsive and helpful, the place was comfortable, quiet and perfectly located. It was easy to come and go and the island is idyllic. We loved our first visit to Maine!

Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️

The space was exactly as described. It was well accompanied, bright, very quiet and well located. Ren was very helpful when I had a question. Price was affordable. Worth visiting!

This was an excellent place to stay that exceeded my expectations! Michelle and Nick went above and beyond to ensure we were comfortable during our stay. Very clean and felt right at home. Will definitely stay here again next time I am in Freeport, ME!

I had an amazing stay! Rachael was a very responsive host, and was very helpful throughout my stay. The location was quiet but within driving distance of all the things I wanted to do, and it matched all my expectations based on the listing. If I’m ever back in the area, I would certainly love to stay here again!

We appreciated the clear communication from the team. The property is an old Victorian home, as described. Unfortunately, we had to cut our trip short, but the hosts were understanding and accommodating.

Seth was the best host I’ve had. He was super helpful and understanding of my situation. Location was great around 23 mins from Portland. Place was a great price since staying in Portland was pricey and parking would be a nightmare. Thank you Seth for an easy stay.

Amazing view and location! We loved how convenient this location was to shopping and restaurants. Having never been to Portland, this was a very pleasant surprise for us. Parking in the lot directly next to the building was easy and close. Sitting on the balcony watching the boats was so relaxing. Very comfortable condo and we would definitely stay again.

Wonderful place, beautiful view, clean home, would Definitely rebooked in the near future! 100% recommend

Great stay

Lovely space that perfectly fit our needs. Description and photos were very accurate. And it was so clean!

cute and clean place! thanks.

Thank you for letting us stay with you. We had a fantastic weekend

Great place to stay if you want to be close to downtown but with a larger, comfortable space. The place is exactly as described, exceptionally clean and tastefully decorated. No dollar store products here! The ground coffee and half and half really made it feel like we were staying at a friend’s home.

We only had two nights at Dave’s place but wish we could’ve stayed longer. The decor was great and matched the Maine vibe while it also had all the modern amenities an Airbnb needs. Only ten minutes into the centre of Portland and very close to the beach as well. We didn’t use the kitchen but it seemed to be fully stocked. The washer and dryer were also very much appreciated. Would definitely recommend!